iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 1112

Identifiers

  • Canonical SMILES: 
    CC(C)c1ccccc1Sc1ccc(cc1C(F)(F)F)-c1ccnc(c1)N1C[C@H](O)C[C@H]1C(O)=O
  • IUPAC name: 
    4-hydroxy-1-[4-[4-(2-propan-2-ylphenyl)sulfanyl-3-(trifluoromethyl)phenyl]pyridin-2-yl]pyrrolidine-2-carboxylic acid
  • InChi: 
    InChI=1S/C26H25F3N2O3S/c1-15(2)19-5-3-4-6-22(19)35-23-8-7-16(11-20(23)26(27,28)29)17-9-10-30-24(12-17)31-14-18(32)13-21(31)25(33)34/h3-12,15,18,21,32H,13-14H2,1-2H3,(H,33,34)/t18-,21+/m1/s1
  • InChiKey: 
    KRGAECPDXVSJPY-NQIIRXRSSA-N

External links


44392019
CHEMBL183017
23248092

External search

Bibliography (1)

Publication Name
Wang GT, Wang S, Gentles R, Sowin T, Leitza S, Reilly EB, von Geldern TW. . Amino-substituted heterocycles as isosteres of trans-cinnamides: design and synthesis of heterocyclic biaryl sulfides as potent antagonists of LFA-1/ICAM-1 binding. Bioorganic & medicinal chemistry letters. 16aa

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
0 1 0 0

Targets

PPI family Best activity Diseases MMoA
LFA / ICAM 7.05 immune system disease Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 502.15 g/mol
HBA 5
HBD 2
HBA + HBD 7
AlogP 4.68
TPSA 73.66
RB 7
Radar chart
PCA : iPPI-DB chemical space
PCA : Correlation circle
Efficiencies: iPPI-DB biplot LE versus LLE
Summary
Bibliographic ressources Biochemical tests Cellular tests PK tests Cytotoxicity tests
1 0 1 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
15582439 16aa ITAL
P20701
Cellular assay jy-8 cell adhesion assay pIC50 (half maximal inhibitory concentration, -log10) 7.05
Ta Structure Name Drugbank ID
0.4751 N-{2'-[(4-FLUOROPHENYL)AMINO]-4,4'-BIPYRIDIN-2-YL}-4-METHOXYCYCLOHEXANECARBOXAMIDE DB08025
0.4577 Netupitant DB09048
0.4542 (3R)-4-{[(3,4-dihydroxyphenyl)acetyl]oxy}-N-(2-formylindolizin-3-yl)-3-sulfino-D-valine DB08116
0.4240 Fosnetupitant DB14019
0.4170 LY-3039478 DB12050
0.4151 AZD-4017 DB14875
0.4146 Difenpiramide DB13371
0.4140 Ulixertinib DB13930
0.4121 1-Acetyl-4-(4-{4-[(2-Ethoxyphenyl)Thio]-3-Nitrophenyl}Pyridin-2-Yl)Piperazine DB02177
0.4103 Fenyramidol DB13414
0.4070 ETHYL 4-[(4-METHYLPYRIDIN-2-YL)AMINO]PIPERIDINE-1-CARBOXYLATE DB07388
0.4028 XL-888 DB12981
0.4021 Ozenoxacin DB12924
0.4011 Gpi-1046 DB01951
0.3989 Lofentanil DB09174